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EP1027055A4 - 3-CARBOALKOXY-2,3-DIHYDRO-IH-PHENOTHIAZINE-4 (10H) -ONE DERIVATIVES - Google Patents

3-CARBOALKOXY-2,3-DIHYDRO-IH-PHENOTHIAZINE-4 (10H) -ONE DERIVATIVES

Info

Publication number
EP1027055A4
EP1027055A4 EP98955131A EP98955131A EP1027055A4 EP 1027055 A4 EP1027055 A4 EP 1027055A4 EP 98955131 A EP98955131 A EP 98955131A EP 98955131 A EP98955131 A EP 98955131A EP 1027055 A4 EP1027055 A4 EP 1027055A4
Authority
EP
European Patent Office
Prior art keywords
carboalkoxy
phenothiazine
dihydro
derivatives
coor
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
EP98955131A
Other languages
German (de)
French (fr)
Other versions
EP1027055B1 (en
EP1027055A1 (en
Inventor
Kenneth R Scott
Mia L Laws
Ralph R Roberts
Jesse M Nicholson
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Howard University
Original Assignee
Howard University
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Howard University filed Critical Howard University
Publication of EP1027055A1 publication Critical patent/EP1027055A1/en
Publication of EP1027055A4 publication Critical patent/EP1027055A4/en
Application granted granted Critical
Publication of EP1027055B1 publication Critical patent/EP1027055B1/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D279/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom and one sulfur atom as the only ring hetero atoms
    • C07D279/10—1,4-Thiazines; Hydrogenated 1,4-thiazines
    • C07D279/14—1,4-Thiazines; Hydrogenated 1,4-thiazines condensed with carbocyclic rings or ring systems
    • C07D279/18—[b, e]-condensed with two six-membered rings
    • C07D279/20—[b, e]-condensed with two six-membered rings with hydrogen atoms directly attached to the ring nitrogen atom
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/08—Antiepileptics; Anticonvulsants
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/08—Antiepileptics; Anticonvulsants
    • A61P25/12—Antiepileptics; Anticonvulsants for grand-mal

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Pain & Pain Management (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Biomedical Technology (AREA)
  • Neurology (AREA)
  • Neurosurgery (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Phenothiazines of the formula: where R1 is H or -COOR, where R is selected from the group consisting of branched or unbranched alkyl groups containing from 1 to 4 carbon atoms, and where X is selected from H, branched or unbranched alkyl groups containing from 1 to 4 carbons, and halogen, and pharmaceutically acceptable salts thereof. Particularly preferred phenothiazines are those wherein X is hydrogen, chloro, bromo or methyl, R1 is COOR, and R is methyl, ethyl or t-butyl.
EP98955131A 1997-10-27 1998-10-27 3-carboalkoxy-2,3-dihydro-1h-phenothiazin-4(10h)-one derivatives Expired - Lifetime EP1027055B1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US958320 1997-10-27
US08/958,320 US5994349A (en) 1997-10-27 1997-10-27 3-carboalkoxy-2, 3-dihydro-1H-phenothiazin-4[10H]-one derivatives
PCT/US1998/022693 WO1999021560A1 (en) 1997-10-27 1998-10-27 3-carboalkoxy-2,3-dihydro-1h-phenothiazin-4[10h]-one derivatives

Publications (3)

Publication Number Publication Date
EP1027055A1 EP1027055A1 (en) 2000-08-16
EP1027055A4 true EP1027055A4 (en) 2001-12-05
EP1027055B1 EP1027055B1 (en) 2004-01-07

Family

ID=25500854

Family Applications (1)

Application Number Title Priority Date Filing Date
EP98955131A Expired - Lifetime EP1027055B1 (en) 1997-10-27 1998-10-27 3-carboalkoxy-2,3-dihydro-1h-phenothiazin-4(10h)-one derivatives

Country Status (11)

Country Link
US (1) US5994349A (en)
EP (1) EP1027055B1 (en)
AT (1) ATE257382T1 (en)
AU (1) AU748596B2 (en)
CA (1) CA2308281C (en)
DE (1) DE69821019T2 (en)
DK (1) DK1027055T3 (en)
ES (1) ES2212370T3 (en)
IL (1) IL135842A (en)
PT (1) PT1027055E (en)
WO (1) WO1999021560A1 (en)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
TW201536795A (en) * 2013-05-31 2015-10-01 Medeia Therapeutics Ltd Use of arylthiazine compounds as cytoprotectants
CN106117247B (en) * 2016-06-29 2018-02-16 东华大学 A kind of preparation method of the cyclohexadione compounds of 2 methyl 1,2,3,9 tetrahydro benzo [b] pyrroles [1,4] thiazine 1,3
US12084461B2 (en) 2018-09-03 2024-09-10 Hoffmann-La Roche Inc. Bicyclic heteroaryl derivatives
WO2020120521A1 (en) 2018-12-13 2020-06-18 F. Hoffmann-La Roche Ag 7-phenoxy-n-(3-azabicyclo[3.2.1]octan-8-yl)-6,7-dihydro-5h-pyrrolo[1,2-b][1,2,4]triazol-2-amine derivatives and related compounds as gamma-secretase modulators for the treatment of alzheimer's disease

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3229122A1 (en) * 1982-08-04 1984-02-09 Bayer Ag, 5090 Leverkusen FELLED 4H-1,4-BENZOTHIAZINE, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE AS A MEDICINAL PRODUCT
DE3426564A1 (en) * 1984-07-19 1986-01-30 Bayer Ag, 5090 Leverkusen USE OF 4H-1,4-Benzothiazines FOR PREVENTION AND TREATMENT OF RESPIRATORY DISORDERS, inflammation / RHEUMA, THROMBOEMBOLIC ILLNESSES AND ischemia infarcts, HERZRHYTHMUSSTOERUNGEN, ATHEROSCLEROSIS AND dermatoses, PURPOSE AND ACTIVE DRUGS TO THIS IN THESE PRODUCTS CONTAIN

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5580894A (en) * 1996-01-11 1996-12-03 Howard University Isoxazolyl enaminones

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3229122A1 (en) * 1982-08-04 1984-02-09 Bayer Ag, 5090 Leverkusen FELLED 4H-1,4-BENZOTHIAZINE, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE AS A MEDICINAL PRODUCT
EP0101898A1 (en) * 1982-08-04 1984-03-07 Bayer Ag Condensed 4H-1,4-benzothiazines, process for their preparation and their use as therapeutic agents
DE3426564A1 (en) * 1984-07-19 1986-01-30 Bayer Ag, 5090 Leverkusen USE OF 4H-1,4-Benzothiazines FOR PREVENTION AND TREATMENT OF RESPIRATORY DISORDERS, inflammation / RHEUMA, THROMBOEMBOLIC ILLNESSES AND ischemia infarcts, HERZRHYTHMUSSTOERUNGEN, ATHEROSCLEROSIS AND dermatoses, PURPOSE AND ACTIVE DRUGS TO THIS IN THESE PRODUCTS CONTAIN
EP0174458A1 (en) * 1984-07-19 1986-03-19 Bayer Ag Use of 4H-1,4 benzothiazines in the prophylaxis and therapy of diseases of the breath ways, inflammations, rheumatisms, thromboembolic diseases, ischemia and infarctus, heart rhythm disorders, arteriosclerosis and dermatosis, therapeutic agents for this purpose and reactive compounds which are contained in these agents

Also Published As

Publication number Publication date
IL135842A0 (en) 2001-05-20
EP1027055B1 (en) 2004-01-07
WO1999021560A1 (en) 1999-05-06
PT1027055E (en) 2004-05-31
ES2212370T3 (en) 2004-07-16
DE69821019D1 (en) 2004-02-12
EP1027055A1 (en) 2000-08-16
AU748596B2 (en) 2002-06-06
DK1027055T3 (en) 2004-04-26
IL135842A (en) 2004-06-01
US5994349A (en) 1999-11-30
CA2308281C (en) 2004-08-24
AU1201399A (en) 1999-05-17
ATE257382T1 (en) 2004-01-15
CA2308281A1 (en) 1999-05-06
DE69821019T2 (en) 2004-10-28

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